Nicholson, meanwhile, has three Oscars to his name, though none were for his turn as the Joker opposite Michael Keaton (arguably the best cinematic Batman) in Tim Burton ’s “Batman” (1989). But a little more than a decade later, Phoenix took home the award for Best Actor for his turn as the Joker in Todd Phillips ’ “Joker” (2019), which was not a superhero film but served as an origin story for the popular comic book character. Despite the overwhelming popularity of superhero blockbusters in the years that followed - a trend led primarily by the Marvel Cinematic Universe - it seemed improbable that another actor in a superhero-related film would win an Oscar for their performance. It was the first time an acting Oscar went to a performer in a superhero film. Ledger, who died in January 2008 at age 28, was posthumously awarded the Oscar for Best Supporting Actor for his performance as an unhinged agent of chaos in Christopher Nolan ’s “The Dark Knight” (2008).
Two of the four, Ledger and Phoenix, actually won for their performances as the Joker. To date, four actors who have portrayed Batman’s biggest foe have also won an Oscar in their careers: Jack Nicholson, Heath Ledger, Jared Leto and Joaquin Phoenix. But others might say the key to winning an Oscar is to portray the Joker on the big screen. Some awards prognosticators might say the key to winning an Oscar is to portray a real person.
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